House holiday rentals in Marblehead

The living area features a dark blue sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front, surrounded by natural light from nearby windows. The white walls and sleek countertops contribute to a modern, open space. A minisplit unit is visible for climate control.

5 out of 5 average rating, 147 reviews

Seaside Cottage

Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

4.98 out of 5 average rating, 106 reviews

A welcoming living area features a comfortable gray sofa paired with a vibrant blue armchair. Natural light fills the space through multiple windows, highlighting the wooden ceiling beams. A dining table with two chairs sits nearby, complemented by decorative art and an accent rug.

Home in Rockport

Historic Luxury Renovation: Walk To Beach/Town

Come visit a very special home this winter! Stay at the 1767 Tuck House, where historic charm meets quintessential New England luxury! This is the perfect home for groups. Steps to the beach, shops, restaurants and arts. Home offers the privacy of boutique hotel with modern comforts: plush Casper mattresses, AC, 4K TV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.

4.92 out of 5 average rating, 108 reviews

The great room is highlighted by 25-foot ceilings and panoramic windows offering views of the ocean. A large sectional sofa surrounds a coffee table, while a flat-screen TV is mounted above the fireplace. Sliding glass doors lead to an outdoor space, enhancing the airy feel.

Home in Swampscott

Ocean Views at Casa de Mar near Salem & Boston

Relax and unwind at Casa de Mar - our 3 bed, 3 full bath seaside home on the North Shore. Close to Salem and Boston, overlooking Swampscott Bay to Nahant. The great room has 25' ceilings, a 70" flat screen TV, a desk, and 2 seating areas. Modern kitchen, new appliances. The master bedroom has a king-sized bed, sitting area, flat screen TV, private balcony, and en suite bath. The first floor bedroom has a queen bed and a private balcony. The third bedroom has a queen bed and en suite bath.

4.9 out of 5 average rating, 348 reviews

The charming exterior of an antique colonial-style home is displayed, featuring a yellow facade with dark green shutters. Flower boxes adorn the windows, filled with colorful blooms. A welcoming front entry is accentuated by steps leading up to the door, with a neatly landscaped garden visible.

Home in Salem

Henry Derby House

This antique home is perfect for families or wedding parties traveling together looking to explore downtown Salem. Experience the charm of Salem's McIntire district in the home originally built for tailor Henry Derby in 1838. This 7 bedroom 4 bathroom colonial style home will give you the feel of old Salem with some modern amenities in the updated kitchen and baths. The house is centrally located in walking distance to all of Salem's attractions as well as the T, but also off the beaten path.

A bright sleeping area features a spacious white bed adorned with crisp linens. Natural light enters through sheer curtains, highlighting the wooden flooring and exposed beam ceiling. A small side table holds a lamp, creating a serene environment complemented by indoor plants.

4.98 out of 5 average rating, 214 reviews

Authentic Rustic Single Family Home in Old Town

Restored 1800's little single family home. Cozy, clean and artistically renovated to retain authenticity. Located in Old Town - walk to everything! Back yard patio with BBQ, perfect for morning coffee. Off street Parking! 4.6 miles to salem witch museum. Boston is 19 miles. Starbucks is a 2 minute WALK. Explore our little town and fall in love. Please this is not a party house. It is in a tiny little neighborhood. Quiet time 10pm - 8am. I want my precious home back in clean condition. Thx

A charming white house is positioned along a rocky shore, showcasing a four-season porch with large windows that provide views of the harbor. Lush greenery surrounds the property, complementing the tranquil water scene with boats in the distance.

4.93 out of 5 average rating, 172 reviews

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

4.92 out of 5 average rating, 289 reviews

A cozy living area is presented, featuring a modern black sofa and two soft pink ottomans. Natural light streams in through the window, illuminating the space. Decorative shelves with plants and artwork add a touch of greenery and charm to the room.

Home in Stoneham

Entire Apartment in Stoneham

Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

The exterior view of the home reveals a modern wooden structure surrounded by lush greenery. A spacious deck extends from one side, while stone pathways weave through well-maintained gardens. Soft blue skies and gentle clouds create a serene atmosphere.

4.97 out of 5 average rating, 145 reviews

Harbor View Walk to Beach & Town, 6Guests KingBeds

Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

4.94 out of 5 average rating, 296 reviews

A spacious bedroom is illuminated by natural light from large windows, featuring a comfortable bed with soft linens. Two plush armchairs are positioned across from a cozy sofa. A modern glass coffee table holds a magazine, while decorative elements add charm to the setting.

Home in Cambridge

Stunning urban hideaway nearby Harvard Square

Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

4.93 out of 5 average rating, 165 reviews

Home in Malden

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

4.96 out of 5 average rating, 163 reviews

A dining area is showcased with a rustic wooden table surrounded by four chairs and a bench. An arrangement of circular placemats lies on the table. Natural light enters through a window, illuminating the wooden floor and a potted plant sits on the table.

Home in Salem

Beautiful historical house in Salem

The whole group will enjoy easy access to everything from this centrally located place. A few minutes walk to a multitude of great restaurants, shops, galleries, the witch house, ghost and witch tours, trolley tours, Salem ferry, Pickering wharf, Salem witch museum, witch dungeon museum and a few minutes drive to Salem Willows and the house of the seven gables. All three bedrooms that are on the second floor will have AC units from mid June till September.

4.91 out of 5 average rating, 283 reviews

A cozy living area features a beige sofa, a green armchair, and a wooden coffee table with decorative centerpieces. A stylish rug adds texture to the floor. Walls are adorned with artwork and decorative pieces, while natural light filters through the windows.

Home in Lynn

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Popular amenities for house rentals in Marblehead

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious exterior view of a charming Georgian Colonial house surrounded by lush landscaping. A gravel driveway leads to a two-car garage. The vibrant green lawn is complemented by a stone path and mature trees, creating a welcoming atmosphere.

4.82 out of 5 average rating, 22 reviews

Mansion in Gloucester with Pool

4.94 out of 5 average rating, 172 reviews

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

A cozy living area is highlighted by a light grey sofa adorned with soft pillows in neutral tones. A round, woven coffee table sits at the center, accompanied by decorative accents. Two lamps provide soft lighting, complemented by exposed wooden beams overhead.

4.91 out of 5 average rating, 34 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

4.92 out of 5 average rating, 26 reviews

A well-maintained backyard features a spacious pool surrounded by a green lawn and landscaping. The red house extends with multiple levels, showcasing a deck and seating area. Additional structures are visible, set against a bright sky, creating a serene outdoor environment.

Home in Rockport

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

The bright kitchen features white cabinetry and a large island with a marble countertop. Stainless steel appliances, including a refrigerator and a stove, are visible. Natural light filters through multiple windows, enhancing the spacious feel. A dining area with dark chairs complements the design.

Home in Revere

4.8 out of 5 average rating, 56 reviews

Boston 15 min away.

4.95 out of 5 average rating, 44 reviews

The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.

Home in Arlington

Beautiful Spacious 4BRM House!

4.97 out of 5 average rating, 105 reviews

Home in Weston

Spacious vacation unit in premium suburban town

The image shows a hot tub situated on a shaded deck, overlooking a calm waterfront. The view includes a distant skyline with industrial buildings, framed by greenery. The clear water of the hot tub reflects the serene outdoor setting.

Home in North Weymouth

4.88 out of 5 average rating, 56 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Weekly house rentals

5 out of 5 average rating, 12 reviews

Lane's Cove Bijou

The living room features a comfortable couch with decorative pillows and an area rug on wooden flooring. A television is mounted on the wall, while a vintage fireplace adds charm. Natural light enters through windows adorned with blinds, and a small table is placed centrally.

5 out of 5 average rating, 51 reviews

Historic home in heart of town, walk everywhere!

4.95 out of 5 average rating, 43 reviews

A sandy beach area is equipped with a gas grill, dining table, and lounge chairs under a large umbrella. Kayaks are neatly arranged along the shoreline, while a view of the calm water and distant boats is visible beneath the clear blue sky.

Home in Annisquam

Private Beach!

5 out of 5 average rating, 18 reviews

A wooden coffee table is centered in a cozy living room featuring two comfortable sofas and a fireplace. Large windows allow natural light to flood in, highlighting various indoor plants and decorative shelves filled with books and personal items.

Home in Cohasset

Exquisite Cohasset Waterfront Home

4.96 out of 5 average rating, 83 reviews

Two white rocking chairs sit invitingly along a stone walkway, facing a calm harbor. Reflections of colorful buildings and boats can be seen on the water's surface, framed by a vibrant sky during sunset.

Home in Rockport

Charming waterfront home. Patio, AC, Shops, Dining

4.94 out of 5 average rating, 50 reviews

A light-filled living area showcases two comfortable armchairs with decorative cushions. A wooden coffee table holds a potted plant and a decorative bowl, while artwork adorns the walls. The dining area is visible in the background, featuring a large table surrounded by chairs.

Home in Swampscott

Ocean View Oasis: The perfect North Shore Getaway

The updated exterior of the property is shown, featuring a grey facade and multiple windows. An inviting patio area displays comfortable outdoor seating and a small dining table, with greenery positioned near the entrance. Natural light illuminates the surroundings, creating a welcoming entry space.

4.87 out of 5 average rating, 61 reviews

Cozy Marblehead getaway by the beach /w EV charger

The exterior view of a two-story home features a light yellow facade with blue accents. A welcoming entrance is flanked by a set of stairs leading to the front door. A paved driveway runs alongside well-maintained landscaping, providing ample parking space.

4.93 out of 5 average rating, 54 reviews

Elegant home in historic Marblehead.

Private house rentals

A well-equipped kitchen features wooden cabinetry and a spacious island with a modern sink. Stainless steel appliances include a gas stove and refrigerator. Natural light illuminates the room through multiple windows, highlighting the sleek countertops and the organized arrangement of kitchen essentials.

4.98 out of 5 average rating, 47 reviews

Primrose Inn-Walking Distance to Downtown

A staircase adorned with a blue runner featuring star patterns leads to the upper level. A wooden bannister provides a classic touch, while a large photographic mural of a beach scene creates a serene atmosphere in the foyer.

5 out of 5 average rating, 42 reviews

High Tide - Peaceful Coastal Retreat

4.96 out of 5 average rating, 27 reviews

A spacious living area features a large, rounded red leather sofa surrounding a glass coffee table, complemented by a decorative area rug. Light-colored walls and recessed lighting enhance the bright atmosphere. Behind, a dining area with elegant chairs and cabinets is visible.

Home in Stoneham

The Grand Residence

An outdoor deck is showcased, featuring a modern grill and a table surrounded by a set of black wicker chairs. Lush greenery provides privacy, while a door leads into the interior of the cottage. The space is designed for relaxation and gatherings.

5 out of 5 average rating, 67 reviews

Dotey Cottage

4.99 out of 5 average rating, 74 reviews

The bedroom features a wooden bed with a light-colored blanket. A small bedside lamp emits soft light next to the bed, while a tall black dresser stands against the opposite wall. Natural light brightens the space through a nearby window.

Home in Cambridgeport

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

5 out of 5 average rating, 5 reviews

Home in Swampscott

Lovely home by the Ocean-4 miles from Salem

5 out of 5 average rating, 23 reviews

A cozy living room is highlighted by a floral-patterned sofa and a contemporary blue chair. Natural light enters through the windows, and indoor plants add a touch of greenery. A vinyl record player and neon wall sign contribute to the room's eclectic decor.

Home in Beverly

Private Cottage | Close to Salem & Train to Boston

Double doors open to a spacious sunroom, with panoramic windows overlooking the harbor. The inviting sitting area features wicker chairs and a small stove, enhancing the warm ambiance of the room. Rich wooden floors and a patterned rug add a cozy touch.